Synthesis of heterocyclic compounds via nucleophilic aroylation catalyzed by imidazolidenyl carbene.

Abstract:

:Xanthones and acridones were synthesized from 3,4-difluoronitrobenzene and 2-fluorobenzaldehydes in two or three steps. The key step was nucleophilic aroylation catalyzed by imidazolidenyl carbene. The nucleophilic aroylation of 3,4-difluoronitrobenzene afforded 2,2'-difluoro-4-nitrobenzophenones. The cyclization of the difluorobenzophenones with O-nucleophile and N-nucleophile yielded 3-nitroxanthones and 3-nitroacridones, respectively. Indazole, quinolino[2,3-b]quinoxaline, and thianaphtho[2,3-b]quinoxaline derivatives were also synthesized via nucleophilic aroylation of 2,3-dichloroquinoxaline followed by cyclization with nucleophiles.

authors

Suzuki Y,Toyota T,Miyashita A,Sato M

doi

10.1248/cpb.54.1653

subject

Has Abstract

pub_date

2006-12-01 00:00:00

pages

1653-8

issue

12

eissn

0009-2363

issn

1347-5223

pii

JST.JSTAGE/cpb/54.1653

journal_volume

54

pub_type

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